| Quarter-finals | ||||||||
|---|---|---|---|---|---|---|---|---|
| 04/12/2019 | 12:00 | KF Shkëndija 79 |
|
- |
|
FK Rabotnički | 1:1 | |
| 04/12/2019 | 12:00 | KF Shkupi |
|
- |
|
Akademija Pandev | 0:1 | |
| 04/12/2019 | 12:00 | FC Struga |
|
- |
|
FK Renova | 0:0 | |
| 04/12/2019 | 15:30 | FK Bregalnica Štip |
|
- |
|
FK Labuništa | 1:0 | |
| 04/03/2020 | 13:00 | FK Rabotnički |
|
- |
|
KF Shkëndija 79 | 2:2 (0:1) | |
| 04/03/2020 | 13:00 | Akademija Pandev |
|
- |
|
KF Shkupi | 1:1 (0:0) | |
| 04/03/2020 | 13:00 | FK Renova |
|
- |
|
FC Struga | 1:2 (1:1) | |
| 04/03/2020 | 13:00 | FK Labuništa |
|
- |
|
FK Bregalnica Štip | 1:4 (0:3) | |
| Semi-finals | ||||||||
| 08/04/2020 | FC Struga |
|
- |
|
KF Shkëndija 79 | dnp | ||
| 08/04/2020 | Akademija Pandev |
|
- |
|
FK Bregalnica Štip | dnp | ||
| 06/05/2020 | KF Shkëndija 79 |
|
- |
|
FC Struga | dnp | ||
| 06/05/2020 | FK Bregalnica Štip |
|
- |
|
Akademija Pandev | dnp | ||
